SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)

来源 :Chinese Journal of Polymer Science | 被引量 : 0次 | 上传用户:mulu911
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Five new optically active polyamides(PAs) 6a-6e were prepared by direct polycondensation reaction of 2-(1,3- isoindolinedione-2-yl)-glutaric acid 4 as a new chiral diacid with various aromatic diamines 5a-5e in a medium consisting of triphenyl phosphite(TPP),calcium chloride,pyridine(Py) and N-methyl-2-pyrrolidone(NMP).The polycondensation reaction produced a series of polyamids 6a-6e in quantitative yields with inherent viscosities of 0.26-0.39 dL/g.The resulting polymers were fully characterized by means of ~1H-NMR,FT-IR spectroscopy,elemental analysis,inherent viscosity and specific rotation.Thermal properties of these polymers were investigated using thermal gravimetric analysis (TGA) and differential thermal gravimetry(DTG).Phthalimide rings as a bulky pendent group in the polymer chains disturb the interchain and intrachain interactions and make these PAs readily soluble in polar,aprotic solvents such as N,N-dimethyl acetamide(DMAc),N,N-dimethyl formamide(DMF),dimethyl sulfoxide(DMSO),N-methyl-2-pyrrolidone(NMP) and sulfuric acid. Five new optically active polyamides (PAs) 6a-6e were prepared by direct polycondensation reaction of 2- (1,3-isoindolinedione-2-yl) -glutaric acid 4 as a new chiral diacid with various aromatic diamines 5a-5e in a medium consisting of triphenyl phosphite (TPP), calcium chloride, pyridine (Py) and N-methyl-2-pyrrolidone (NMP). The polycondensation reaction produced a series of polyamids 6a-6e in quantitative yields with inherent viscosities of 0.26-0.39 dL / g. The polymers were fully characterized by means of ~ 1H-NMR, FT-IR spectroscopy, elemental analysis, inherent viscosity and specific rotation. Thermo properties of these polymers were investigated using thermal gravimetric analysis (TGA) and differential thermal gravimetry ). Phhlimide rings as a bulky pendent group in the polymer chains disturb the interchain and intrachain interactions and make these PAs readily soluble in polar, aprotic solvents such as N, N-dimethyl acetamide (DMAc), N, N-dimethyl formamide ), dimethyl sulfoxide ( DMSO), N-methyl-2-pyrrolidone (NMP) and sulfuric acid.
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